Four diclofenac complexes with cobalt(II) and nickel(II) ions: synthesis, spectroscopic properties, thermal decompositions, crystal structures, and carbonic anhydrase activities

被引:18
作者
Caglar, Sema [1 ]
Aydemir, Ismihan E. [1 ]
Cankaya, Murat [2 ]
Kuzucu, Mehmet [2 ]
Temel, Ersin [3 ]
Buyukgungor, Orhan [3 ]
机构
[1] Erzincan Univ, Fac Arts & Sci, Dept Chem, Erzincan, Turkey
[2] Erzincan Univ, Fac Arts & Sci, Dept Biol, Erzincan, Turkey
[3] Ondokuz Mayis Univ, Fac Arts & Sci, Dept Phys, Samsun, Turkey
关键词
Nonsteroidal anti-inflammatory drugs; Carbonic anhydrase; Diclofenac; Crystal structure; NONSTEROIDAL ANTIINFLAMMATORY DRUGS; IN-VITRO; SODIUM; DITHIOPHOSPHATO)COBALT(II); METABOLITES; 3-PICOLINE; INHIBITORS; PROTEINS; NAPROXEN; ADDUCTS;
D O I
10.1080/00958972.2014.903327
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Cobalt(II) and nickel(II) complexes with diclofenac (dicl) in the presence of nitrogen-donor 3-picoline (3-pic) and 1-(2-aminoethyl)pyrrolidine (2-aepyr), [Co(dicl)(2)(3-pic)(2)] (1), [Ni(dicl)(2)(3-pic)(2)(H2O)(2)] (2), [Co(dicl)(2)(2-aepyr)(2)] (3), and [Ni(dicl)(2)(2-aepyr)(2)] (4), have been synthesized and characterized by FT-IR, UV-Vis, elemental and thermal analysis. The crystal structures of 1 and 3 have been determined by single-crystal X-ray diffraction; phase purity of complexes has been proved by powder X-ray diffraction analysis. Structural analyses have demonstrated that 1 and 3 are mononuclear and Co(II) ions have distorted octahedral environments. In 1, dicl is bidentate, whereas in 2, 3, and 4 dicl is monodentate. Dicl ligands are coordinated to metal(II) ions with O of carboxylate. Therefore, IR spectra of all complexes display {nu(OCO)(asym) and nu(OCO)(sym)} of dicl. The calculated Delta nu(OCO) values are consistent with the presence of monodentate (>200) and bidentate (<200) carboxylate. Compounds 2, 3, and 4 exhibit inhibition effects on human carbonic anhydrase-I. Compounds 3 and 4 show high thermal stability compared with 1 and 2.
引用
收藏
页码:969 / 985
页数:17
相关论文
共 45 条
[1]  
ABDELFATTAH SA, 1988, SPECTROSC LETT, V21, P533
[2]  
ARRAWAL YK, 1988, INDIAN J PHARM SCI, V50, P58
[3]   2-Amino-3-cyanopyridine derivatives as carbonic anhydrase inhibitors [J].
Ayvaz, Selcuk ;
Cankaya, Murat ;
Atasever, Ali ;
Altuntas, Aliye .
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2013, 28 (02) :305-310
[4]   Synthesis and characterization of 3-picoline adducts of bis(O,O'-ditolyl/dibenzyl/diphenyl dithiophosphato)cobalt(II) complexes: crystal structure of 3-picoline adducts Co{S2P(OC6H4Me-p)2}2(NC5H4Me-3)2 [J].
Bajia, Subhash ;
Mishra, Anurag ;
Butcher, Ray J. ;
Ojha, K. G. .
JOURNAL OF COORDINATION CHEMISTRY, 2010, 63 (24) :4271-4279
[5]   Synthesis and characterization of adducts of bis(O,O′-ditolyl/dibenzyl dithiophosphato)cobalt(II) with pyridine: Crystal structures of [Co{S2P(OC6H4Me-p)2}2(C5H5N)2] and [Co{S2P(OC6H4Me-p)2}2(NH3)] [J].
Bajia, Subhash C. ;
Drake, John E. ;
Light, Mark E. ;
Nirwan, Manisha ;
Pandey, Sushil K. ;
Ratnani, Raju .
POLYHEDRON, 2009, 28 (01) :85-90
[6]   Influence of diclofenac (group of nonsteroidal anti-inflammatory drugs) on fracture healing [J].
Beck, A ;
Krischak, G ;
Sorg, T ;
Augat, P ;
Farker, K ;
Merkel, U ;
Kinzl, L ;
Claes, L .
ARCHIVES OF ORTHOPAEDIC AND TRAUMA SURGERY, 2003, 123 (07) :327-332
[7]   PATTERNS IN HYDROGEN BONDING - FUNCTIONALITY AND GRAPH SET ANALYSIS IN CRYSTALS [J].
BERNSTEIN, J ;
DAVIS, RE ;
SHIMONI, L ;
CHANG, NL .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (15) :1555-1573
[8]  
BRADFORD MM, 1976, ANAL BIOCHEM, V72, P248, DOI 10.1016/0003-2697(76)90527-3
[9]   Synthesis, crystal structures, thermal, and spectroscopic properties of four new metal(II) (M = Co, Ni, Cu, Hg) complexes of 2-benzoylbenzoate with 3-picoline [J].
Caglar, Sema ;
Heren, Zerrin ;
Buyukgungor, Orhan .
JOURNAL OF COORDINATION CHEMISTRY, 2011, 64 (15) :2706-2717
[10]   Effects of some drugs on human cord blood erythrocyte carbonic anhydrases I and II: an in vitro study [J].
Cankaya, Murat ;
Aktas, Mehmet ;
Kuzucu, Mehmet ;
Gul, Ilhami ;
Coban, T. Abdulkadir .
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2012, 27 (05) :641-645